3,4-Dihydroxybenzoic acid supplier

Name
3,4-Dihydroxybenzoic acid
EINECS 202-760-0
CAS No. 99-50-3
Article Data289
CAS DataBase
Density 1.559 g/cm³
Solubility Soluble in hot alcohol and ether. Slightly soluble in water.
Melting Point 197-200 °C (dec.)(lit.)
Formula C₇H₆O₄
Boiling Point 410.7 °C at 760 mmHg
Molecular Weight 154.122
Flash Point 216.3 °C
Transport Information
Appearance white to light yellow crystal powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4-Carboxy-1,2-dihydroxybenzene;Protocatehuic acid;1/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11;4-10-00-01459 (Beilstein Handbook Reference);Benzoic acid, 3,4-dihydroxy- (9CI);Benzoic acid,3,4-dihydroxy-;3.4-Dihydroxy Benzoic Acid;Protocatechuate;3,4-Dihydroxy Benzoic Acid;Benzoic acid, 3,4-dihydroxy-;3,4-dihydroxybenzoic acid;protocatechuic acid;3,4-Dihydroxybenzoic Acid 98%;
PSA 77.76000
LogP 0.79600

Synthetic route

: 121-34-6
3-methoxy-4-hydroxybenzoic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;	100%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;	100%
With 1,4-dithio-D,L-threitol; phosphite dehydrogenase; phosphite ion; iron(II) sulfate; NADH In dimethyl sulfoxide at 30℃; for 7h; pH=7.5; Catalytic behavior; Reagent/catalyst; Solvent; Enzymatic reaction;	77%

: 121-33-5
vanillin

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide In water at 260℃; for 0.75h;	94%
With potassium carbonate durch Schmelzen;
With potassium hydroxide durch Schmelzen;
With potassium hydroxide at 250℃;

: 6702-50-7
3-hydroxy-4-methoxybenzoate

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 80℃; for 18h;	89%

: 874-61-3
4-oxocyclohexanecarboxylic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h;	84%

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 2150-43-8
3,4-dihydroxybenzoic acid methyl ester

Conditions

Conditions	Yield
With aluminium(III) iodide; ethyl acetate; diisopropyl-carbodiimide In acetonitrile at 80℃; for 5h; Temperature;	A 14% B 72%
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 40℃; for 18h; Temperature; Overall yield = 89 %; Overall yield = 0.684 g;	A 64% B 31%

: 619-12-5
4-formyl-3-hydroxybenzoic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide In water; acetonitrile at 35℃; for 12h; Dakin Phenol Oxidation;	71%

: 108-24-7
acetic anhydride

: 89475-36-5
3',4'-dihydroxy-7-dimethoxyflavylium chloride

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 2237-36-7
4-methoxysalicylic acid

Conditions

Conditions	Yield
With ruthenium(IV) oxide; sodium periodate 1) 5 h, room temp., pyridine; 2) acetic ester, water, 20 min : decomposition reaction;	A 70% B 67%

...Expand

: 6702-50-7
3-hydroxy-4-methoxybenzoate

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 2150-43-8
3,4-dihydroxybenzoic acid methyl ester

Conditions

Conditions	Yield
With aluminium(III) iodide; diisopropyl-carbodiimide In acetonitrile at 40℃; for 18h;	A 64% B 31%

: 16205-98-4
3-oxo-cyclohexanecarboxylic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h; regioselective reaction;	63%

: 2922-42-1
(-)-3-dehydroshikimic acid

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 149-91-7
3,4,5-trihydroxybenzoic acid

Conditions

Conditions	Yield
With copper diacetate In water; acetic acid at 40℃; for 36h; Oxidation; aromatization;	A 0.7% B 62%
With copper diacetate; oxygen; zinc(II) oxide In acetic acid at 50℃; under 760.051 Torr; for 14h; Kinetics; Product distribution; Further Variations:; Reagents; Oxidation; aromatization;

: 139-85-5
3,4-dihydroxybenzaldehyde

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With potassium bromate; hydrogenchloride; potassium bromide In water for 12h; Time;	55%
With potassium carbonate durch Schmelzen;
With potassium hydroxide at 150 - 190℃; Ausschluss von Sauerstoff;

: 67-56-1
methanol

: 10534-44-8
3-dehydroquinic acid

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 84806-48-4
methyl (4S,5R)-4,5-dihydroxy-3-oxo-1-cyclohexene-1-carboxylate

C: 57764-14-4
methyl 3-dehydroquinate

Conditions

Conditions	Yield
With Amberlite IR 120 for 1.5h; Heating;	A 30% B 20% C 50%

...Expand

: cyanidin 3-O-glucopyranoside chloride

A: 99-50-3
3,4-Dihydroxybenzoic acid

: glucopyranosyl 2-O-(3,4-dihydroxybenzoyl)-2,4,6-trihydroxyphenylacetate

: C14H16O10

Conditions

Conditions	Yield
With 2,2'-azobis-(2,4-dimethylvaleronitrile) In water; acetonitrile at 60℃; for 6h;	A 34% B 13.6% C 15%

...Expand

: 117-39-5
quercetol

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With potassium superoxide; tetraethylammonium bromide In N,N-dimethyl-formamide at 20℃; for 18h;	17%
With potassium carbonate beim Schmelzen;
With potassium carbonate
With potassium hydroxide
With potassium hydroxide Heating;

: 2922-42-1
(-)-3-dehydroshikimic acid

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 99-14-9
tricarallylic acid

C: 149-91-7
3,4,5-trihydroxybenzoic acid

D: 184105-29-1
dihydrogallic acid

E: 87-66-1
2-hydroxyresorcinol

Conditions

Conditions	Yield
With air; Na1.5H1.5PO4 at 40℃; for 50h; Rate constant; Mechanism; other oxidant, var. time;	A 12 % Spectr. B 14 % Spectr. C 13% D n/a E 3 % Spectr.

...Expand

: 99-96-7
4-hydroxy-benzoic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With peroxygenase; dihydrogen peroxide In acetonitrile at 20℃; for 0.5h; pH=5; pH-value; Enzymatic reaction;	12.4%
With Aspergillus carbonarius peroxygenase gene; dihydrogen peroxide; ascorbic acid In aq. phosphate buffer; acetonitrile at 20℃; for 0.25h; pH=6; Catalytic behavior; Enzymatic reaction;	1%
With potassium peroxomonosulphate Kochen des Reaktionsproduktes mit verd. Salzsaeure;
Multi-step reaction with 2 steps 1: bromine 2: concentrated KOH-solution View Scheme

: 67-56-1
methanol

: 331-39-5
caffeic acid

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 139-85-5
3,4-dihydroxybenzaldehyde

C: (E)-2-hydroxy-2-(3,4-dihydroxyphenyl)ethanaloxime

D: (E)-2-(3,4-dihydroxyphenyl)-2-methoxyethanaloxime

Conditions

Conditions	Yield
With acetate buffer; sodium nitrite at 20℃; for 4h; pH=4; Further byproducts.;	A 6% B 9% C 10% D 5%

...Expand

: cyanidin-3-O-glucoside

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: C21H22O13

C: jaboticabin acid (2-O-(3,4-dihydroxybenzoyl)-2,4,6-dihydroxyphenyl)acetic acid

Conditions

Conditions	Yield
With water; dihydrogen peroxide In acetonitrile at 40℃; for 8h; Mechanism; Reagent/catalyst; Solvent; Time;	A 9% B n/a C n/a

...Expand

: 583-50-6
D-erythrose

A: 67-47-0
5-hydroxymethyl-2-furfuraldehyde

B: 99-50-3
3,4-Dihydroxybenzoic acid

C: 1197-09-7
1-(3,4-dihydroxyphenyl)ethan-1-one

D: 55087-82-6
1-[5-(hydroxymethyl)furan-2-yl]ethan-1-one

E: 139-85-5
3,4-dihydroxybenzaldehyde

F: 488-17-5
3-methylbenzene-1,2-diol

Conditions

Conditions	Yield
With acetate buffer for 45h; Product distribution; Heating;	A 0.04% B 0.03% C 0.01% D 0.15% E 0.01% F 0.03%

...Expand

: 120-57-0
piperonal

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With tetrachloromethane; chlorine Einwirkung im Sonnenlicht und Verseifen des entstandenen Chlorids mit Wasser;

: 79-37-8
oxalyl dichloride

: 91-16-7
1,2-dimethoxybenzene

: 99-50-3
3,4-Dihydroxybenzoic acid

: 97-53-0
4-allylguaiacol

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
bei der Kalischmelze;
Multi-step reaction with 3 steps 1: KOH; water 2: K2cr2O7; glacial acetic acid / 100 °C 3: hydriodic acid / 120 - 130 °C / im geschlossenen Rohr View Scheme

: 1135-24-6
3-(4-hydroxy-3-methoxyphenyl)acrylic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
bei der Kalischmelze;

: 94-53-1
Piperonylic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride at 170℃; im geschlossenen Rohr;
With water at 210℃; im geschlossenen Rohr;
With aluminium trichloride; chlorobenzene

: 861605-32-5
2-oxo-benzo[1,3]dioxole-5-carboxylic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With water
With salt solution

: 623-11-0
1-methyl-4-nitrosobenzene

: 2973-78-6
3-bromo-4-hydroxybenzylaldehyde

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 123-08-0
4-hydroxy-benzaldehyde

C: 139-85-5
3,4-dihydroxybenzaldehyde

D: 99-96-7
4-hydroxy-benzoic acid

Conditions

Conditions	Yield
at 160℃;
at 190℃;

...Expand

: 10425-09-9
(2,4‐dihydroxyphenyl)(3,4,5‐trihydroxyphenyl)methanone

A: 108-73-6
3,5-dihydroxyphenol

B: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With sulfuric acid at 120℃;
With potassium hydroxide

: 10425-09-9
(2,4‐dihydroxyphenyl)(3,4,5‐trihydroxyphenyl)methanone

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
With potassium hydroxide
With sulfuric acid at 120℃;
With hydrogenchloride at 120℃;

: 6331-61-9
2-methoxy-4-(2-propenyl)phenoxyacetic acid

: 99-50-3
3,4-Dihydroxybenzoic acid

Conditions

Conditions	Yield
bei der Kalischmelze;

: 2539-53-9
4-ethoxy-3-hydroxybenzaldehyde

: 3535-30-6
4-ethoxy-3-methoxybenzoic acid

A: 99-50-3
3,4-Dihydroxybenzoic acid

B: 90536-50-8
4-ethoxy-3-hydroxy-benzoic acid

Conditions

Conditions	Yield
With hydrogen bromide Reaktion ueber mehrere Stufen;

...Expand

: 67-56-1
methanol

: 99-50-3
3,4-Dihydroxybenzoic acid

: 2150-43-8
3,4-dihydroxybenzoic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride Heating;	100%
With sulfuric acid for 8h; Reflux;	100%
With sulfuric acid under 760.051 Torr; Reflux;	100%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 931-53-3
Cyclohexyl isocyanide

: 2393-23-9
4-methoxy-benzylamine

: 87188-50-9
para-tert-butoxycarbonyloxybenzaldehyde

: C34H40N2O8

Conditions

Conditions	Yield
Stage #1: 4-methoxy-benzylamine; para-tert-butoxycarbonyloxybenzaldehyde In ethanol; 2,2,2-trifluoroethanol for 4h; Inert atmosphere; Stage #2: 3,4-Dihydroxybenzoic acid; Cyclohexyl isocyanide In ethanol; 2,2,2-trifluoroethanol for 48h; Inert atmosphere;	100%

...Expand

: 99-50-3
3,4-Dihydroxybenzoic acid

: 64-17-5
ethanol

: 3943-89-3
Ethyl protocatechuate

Conditions

Conditions	Yield
With sulfuric acid Heating;	99%
With sulfuric acid at 50℃; for 3h;	98%
With sulfuric acid	98%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 5,8-dichloro-2,3,4,9-tetrahydro-1H-carbazole

: 7,10-dichloro-6H-5a,10b-butanobenzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	99%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 100-44-7
benzyl chloride

: 882427-72-7
3,4-(bisbenzyloxy)benzoic acid benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	98%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	98%
With sodium carbonate In N,N-dimethyl-formamide for 48h; Reflux;	85%
With potassium carbonate In N,N-dimethyl-formamide at 20 - 85℃; for 12h; Inert atmosphere;

: 99-50-3
3,4-Dihydroxybenzoic acid

: 18162-48-6
tert-butyldimethylsilyl chloride

: 154083-18-8
3,4‐bis(tert‐butyldimethylsilyloxy)benzoic acid

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.5h;	98%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;	76.7%
With 1H-imidazole In N,N-dimethyl-formamide for 66h; Inert atmosphere;	75%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 6,8-difluoro-2,3,4,9-tetrahydro-1H-carbazole

: 7,9-difluoro-6H-5a,10b-butanobenzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	96%

: 2805-84-7
6-(trifluoromethyl)-2,3,4,9,-tetrahydro-1H-carbazole

: 99-50-3
3,4-Dihydroxybenzoic acid

: C20H16F3NO4

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	96%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 8‐methyl‐2‐tosyl‐2,3,4,5‐tetrahydro‐1H‐pyrido[4,3‐b]indole

: 9-methyl-13-tosyl-6H-5a,10b-(ethanoiminomethano)benzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	96%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 140-28-3
N,N'-Dibenzylethylenediamine

: 1418195-30-8
1,4-dibenzyl-1,2,3,4-tetrahydroquinoxaline-6,7-dione

Conditions

Conditions	Yield
In aq. phosphate buffer at 20℃; pH=7; Electrochemical reaction;	95.5%
In aq. phosphate buffer; acetonitrile at 25℃; for 20h; pH=7.0; Reagent/catalyst; Electrochemical reaction;

: 99-50-3
3,4-Dihydroxybenzoic acid

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 91000-69-0
Fmoc-L-Arg-OH

: protocatechuic-RA-NH2

Conditions

Conditions	Yield
Stage #1: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one for 3h; Stage #2: With piperidine In 1-methyl-pyrrolidin-2-one Stage #3: 3,4-Dihydroxybenzoic acid; Fmoc-L-Arg-OH Further stages;	95.215%

...Expand

: 99-50-3
3,4-Dihydroxybenzoic acid

: 108-24-7
acetic anhydride

: 58534-64-8
3,4-Diacetoxy-benzoesaeure

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	95%
With sulfuric acid at 70℃;	86.5%
for 2h; Heating;	84%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 112-72-1
1-Tetradecanol

: tetradecanyl 3,4-dihydroxybenzoate

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran at 45 - 65℃; for 120 - 240h; Darkness; Molecular sieve;	95%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	36%
With dicyclohexyl-carbodiimide In tetrahydrofuran
With dicyclohexyl-carbodiimide In 1,4-dioxane at 5℃; for 48h;

: 99-50-3
3,4-Dihydroxybenzoic acid

: 75-65-0
tert-butyl alcohol

: 760947-24-8
3,4-dihydroxy-benzoic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap at 20℃; for 72h;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 101349-10-4
6,8-dichloro-2,3,4,9-tetrahydro-1H-carbazole

: C19H15Cl2NO4

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In acetonitrile for 0.0833333h; Cooling with ice;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 53475-34-6
8-chloro-2,3,4,9-tetrahydro-1H-carbazole

: C19H16ClNO4

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In acetonitrile for 0.0833333h; Cooling with ice;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 8‐methyl‐2‐tosyl‐2,3,4,5‐tetrahydro‐1H‐pyrido[4,3‐b]indole

: C26H24N2O6S

Conditions

Conditions	Yield
With methanesulfonic acid; di-tert-butyl peroxide; iron phthalocyanine; acetic acid In acetonitrile for 0.0833333h; Cooling with ice;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 89424-03-3
ethyl 1,3,4,9‐tetrahydro‐2H‐pyrido[3,4‐b]indole‐2‐carboxylate

: C21H20N2O6

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In acetonitrile for 0.0833333h; Cooling with ice;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 2‐(phenylsulfonyl)‐2,3,4,9‐tetrahydro‐1H‐pyrido[3,4‐b]indole

: C24H20N2O6S

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In acetonitrile for 0.25h; Cooling with ice;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 101349-10-4
6,8-dichloro-2,3,4,9-tetrahydro-1H-carbazole

: 7,9-dichloro-6H-5a,10b-butanobenzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 53475-34-6
8-chloro-2,3,4,9-tetrahydro-1H-carbazole

: 7-chloro-6H-5a,10b-butanobenzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 2‐(phenylsulfonyl)‐2,3,4,9‐tetrahydro‐1H‐pyrido[3,4‐b]indole

: 14-(phenylsulfonyl)-6H-10b,5a-(ethanoiminomethano)benzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.25h;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 89424-03-3
ethyl 1,3,4,9‐tetrahydro‐2H‐pyrido[3,4‐b]indole‐2‐carboxylate

: 14-(ethoxycarbonyl)-6H-10b,5a-(ethanoiminomethano)benzo[5,6][1,4]dioxino[2,3-b]indole-2-carboxylic acid

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; methanesulfonic acid; iron(II) phthalocyanine; acetic acid In water; acetonitrile at 5℃; for 0.0833333h;	95%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 112-53-8
1-dodecyl alcohol

: 3,4-dihydroxybenzoic acid dodecyl ester

Conditions

Conditions	Yield
With sulfuric acid In tetrahydrofuran at 45 - 65℃; for 120 - 240h; Darkness; Molecular sieve;	94%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 20h;	81%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	33%
With dicyclohexyl-carbodiimide In 1,4-dioxane at 5℃; for 48h;
With sulfuric acid Fischer-Speier Esterification;

: 99-50-3
3,4-Dihydroxybenzoic acid

: 100-39-0
benzyl bromide

: 882427-72-7
3,4-(bisbenzyloxy)benzoic acid benzyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Inert atmosphere;	94%
With potassium carbonate In N,N-dimethyl-formamide for 20h; Inert atmosphere;	92%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	91%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 359-13-7
difluoroethanol

: C9H8F2O4

Conditions

Conditions	Yield
With thionyl chloride Inert atmosphere; Reflux;	94%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 2373-51-5
chloro-methylsulfanyl-methane

: C9H10O4S

Conditions

Conditions	Yield
With triethylamine In acetonitrile Reflux;	93.4%

: 99-50-3
3,4-Dihydroxybenzoic acid

: 71-36-3
butan-1-ol

: 37622-53-0
protocatechuic acid n-butyl ester

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In 1,4-dioxane at 5℃; for 48h;	93%
With sulfuric acid In tetrahydrofuran at 45 - 65℃; for 120 - 240h; Darkness; Molecular sieve;	82%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;	64%

3,4-Dihydroxybenzoic acid Chemical Properties

Molecular Formula: C₇H₆O₄
Molecular Weight: 154.12 g/mol
EINECS: 202-760-0
Index of Refraction: 1.67
Density: 1.559 g/cm³
Flash Point: 216.3 °C
Enthalpy of Vaporization: 69.92 kJ/mol
Boiling Point: 410.7 °C at 760 mmHg
Vapour Pressure: 1.75E-07 mmHg at 25 °C
Melting point: 197-200 °C (dec.)(lit.)
Sensitive: Air Sensitive
Appearance: White to light yellow crystal powder
Structure of 3,4-Dihydroxybenzoic acid (CAS NO.99-50-3):

IUPAC Name: 3,4-Dihydroxybenzoic acid
Product Category of 3,4-Dihydroxybenzoic acid (CAS NO.99-50-3): Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic Acid Derivative;Organic acids;API

3,4-Dihydroxybenzoic acid Toxicity Data With Reference

1.	dni-hmn:lyms 1 mmol/L	BCPCA6 Biochemical Pharmacology. 29 (1980),1275.
2.	msc-mus:lyms 300 mg/L	EMMUEG Environmental and Molecular Mutagenesis. 11 (1988),523.
3.	cyt-ham:ovr 3 g/L	CALEDQ Cancer Letters (Shannon, Ireland). 14 (1981),251.
4.	ipr-mus LD50:>800 mg/kg	JPETAB Journal of Pharmacology and Experimental Therapeutics. 196 (1976),478.

3,4-Dihydroxybenzoic acid Safety Profile

Moderately toxic by intraperitoneal route. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.

3,4-Dihydroxybenzoic acid Specification

3,4-Dihydroxybenzoic acid , its cas register number is 99-50-3. It also can be called Protocatechuic acid . 3,4-Dihydroxybenzoic acid (CAS NO.99-50-3) has mixed effects on normal and cancer cells in in vitro and in vivo studies. It has been reported to induce apoptosis of human leukemia cells, as well as malignant HSG1 cells taken from human oral cavities,but it was found to have mixed effects on TPA-induced mouse skin tumours.

Product Name

3,4-Dihydroxybenzoic acid

Synthetic route

3,4-Dihydroxybenzoic acid Chemical Properties

3,4-Dihydroxybenzoic acid Toxicity Data With Reference

3,4-Dihydroxybenzoic acid Safety Profile

3,4-Dihydroxybenzoic acid Specification

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